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Studies on the enantioselectivity in the lipase-catalyzed synthesis of monoacylglycerols from isopropylidene glycerol

✍ Scribed by M. Heidt; U. Bornscheuer; R. D. Schmid

Book ID: 104649419
Publisher: Springer-Verlag
Year: 1996
Tongue: English
Weight: 337 KB
Volume: 10
Category: Article
ISSN: 0951-208X
DOI: 10.1007/bf00161079

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✦ Synopsis

The regioselective lipase-catalyzed acylation of isopropylidene glycerol using different vinyl esters as acyl donors in toluene was studied. Reaction progress and enantioselectivity were monitored by gas chromatography using a permethylated pcyclodextrin phase. All vinyl esters were completely converted after 20 to 24 h and it was found that the S-enantiomer reacted faster. Lower enantiomeric excess were found using e. g. vinyl palmitate (18 %ee) compared to e. g. vinyl butyrate (42 %ee) with crude lipase from Pseudomonas cepacia. Immobilization using the sol-gel method resulted in higher remaining activities (up to 69%) and increased enantioselectivity E (up to 8.5).

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